2-Benzyl-4-nitroisoindoline → Isoindolin-4-amine
Reaction equation
C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[N+:17]([O-])=O)[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[NH2:17][C:14]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:15]=1[CH2:16][NH:8][CH2:9]2Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
11.5 g of 2-benzyl-4-nitroisoindoline was dissolved in 150 ml of methanol and to the solution was added 1.5 g of 10% palladium on carbon. The mixture was stirred under a hydrogen gas stream under atmospheric pressure for one day at room temperature and for another 5 days at 40° C.. The catalyst was removed by filtration and the filtrate was concentrated. The residue was purified by a vacuum distillation (bath temperature: 150°-180° C., pressure: 0.1 mmHg) to obtain 3.74 g of 4-aminoisoindoline.
Workup
- waitfor another 5 days at 40° C.
- customThe catalyst was removed by filtration
- concentrationthe filtrate was concentrated
- distillationThe residue was purified by a vacuum distillation (bath temperature: 150°-180° C., pressure: 0.1 mmHg)
Sources & evidence
- ORD record
- ord-044d71713e844378a4a53ff6ebfbc9cd
- Source dataset
- uspto-grants-1991_06
- Patent number
- US05026856
Reaction notes
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